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Under contract
$1,999,000

5 Pine Tree Ln, Tisbury, MA 02568

4beds
2,730sqft
: 
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Single Family Residence
Built in 1927
7,797 Square Feet Lot
$1,920,500 Zestimate®
$732/sqft
$-- HOA

What's special

Stylish finishesOutdoor showerConvenient laundryNewly landscaped backyardStunning mahogany deckGenerous living spacesUpdated systems
Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living spaces. At the heart of the home is a chef’s kitchen featuring custom cabinetry, high-end appliances, and stylish finishes—perfect for both everyday living and entertaining. The open-concept living and dining areas flow seamlessly, enhanced by updated systems and central air conditioning for year-round comfort. Upstairs, the primary suite provides a serene escape with a spa-like tile bath and soaking tub. Two additional guest bedrooms share a beautifully appointed full bath that also includes convenient laundry. Unique details like a compass rose stained glass window add a distinctive nautical touch. The finished lower level offers even more living space, including a large bedroom—ideal for guests or extended family. Outdoors, a stunning mahogany deck overlooks the newly landscaped backyard, complete with an outdoor shower and perfect areas for entertaining. With close proximity to downtown Vineyard Haven and the beaches of Vineyard Sound, this exceptional home captures the essence of island living—timeless, refined, and move-in ready.
391 days
|
635
|
30
|

Zillow last checked:

Listing updated:

Listed by:

Alyssa Halisky,

Wallace & Co. Sotheby's

Source: LINK,MLS#: 43291

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Heat Pump
    Appliances
    • Included: Stove: Bosch Induction Oven & Stovetop, Washer: Electrolux Front Loading Washer
    Features
    • AC, Ins, Irr, OSh, Floor 1: See Floor Plans, Floor 2: See Floor Plans
    • Flooring: 3
    • Basement: Finished lower level with family room and large bedroom. Utility closet.
    • Fireplace features: 1
    Interior area
    • Total structure area: 2,730
    • Total interior livable area: 2,730 sqft

    Property

    Parking
    • Parking features: Private driveway
    Features
    • Exterior features: Deck, Porch, Garden, DdBch, PubBch
    • Has view: Yes
    • View description: None, Res
    • Frontage type: None
    Lot
    • Size: 7,797 Square Feet
    • Features: Newly landscaped yard with back deck
    Details
    • Additional structures: Outdoor Shower
    • Parcel number: TISBM0004FB00000L00001
    • Zoning: R25

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Foundation: Full foundation with finished basement
    Condition
    • Year built: 1927
    • Major remodel year: 2024

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Town
    • Utilities for property: Cbl

    Community & HOA

    Location
    • Region: Tisbury

    Financial & listing details

    • Price per square foot: $732/sqft
    • Tax assessed value: $1,336,000
    • Annual tax amount: $9,913
    • Date on market: 5/17/2025
    • Listing agreement: E
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      Estimated market value

      $1,920,500

      $1.82M - $2.02M

      $7,823/mo

      Price history

      DateEventPrice
      6/11/2026Contingent$1,999,000$732/sqft
      Source: LINK #43291 Report a problem
      2/27/2026Price change$1,999,0000%$732/sqft
      Source: MLS PIN #73480830 Report a problem
      10/1/2025Price change$1,999,999+0%$733/sqft
      Source: MLS PIN #73410635 Report a problem
      9/18/2025Price change$1,999,000-8.9%$732/sqft
      Source: Martha's Vineyard MLS #32400203 Report a problem
      7/15/2025Price change$2,195,000-8.4%$804/sqft
      Source: Martha's Vineyard MLS #32400203 Report a problem
      5/17/2025Listed for sale$2,395,000-3.8%$877/sqft
      Source: LINK #43291 Report a problem
      1/31/2025Listing removed$2,490,000$912/sqft
      Source: LINK #42345 Report a problem
      9/2/2024Price change$2,490,000-3.9%$912/sqft
      Source: Martha's Vineyard MLS #32400203 Report a problem
      7/31/2024Listed for sale$2,590,000$949/sqft
      Source: LINK #42345 Report a problem
      7/19/2024Listing removed$2,590,000$949/sqft
      Source: LINK #42204 Report a problem
      6/24/2024Listed for sale$2,590,000+146.7%$949/sqft
      Source: LINK #42204 Report a problem
      4/28/2023Sold$1,050,000-4.5%$385/sqft
      Source: LINK #40535 Report a problem
      3/10/2023Pending sale$1,100,000$403/sqft
      Source: LINK #40535 Report a problem
      3/2/2023Listed for sale$1,100,000+2100%$403/sqft
      Source: LINK #40535 Report a problem
      6/3/1998Sold$50,000$18/sqft
      Source: Public Record Report a problem

      Public tax history

      YearProperty taxesTax assessment
      2025$7,896 -12.7%$1,043,100 -8%
      2024$9,044 +7.2%$1,133,300 -1.6%
      2023$8,435 +27.1%$1,152,300 +51%
      2022$6,638 +2.6%$762,943 +8.2%
      2021$6,468 +5%$705,300 +6.8%
      2020$6,160 +1.8%$660,215 +0%
      2019$6,054 +5.8%$660,200 +9%
      2018$5,723 -0.2%$605,600 -3.8%
      2017$5,737 +12%$629,700 +12.6%
      2016$5,124 +11.1%$559,400 +8.2%
      2015$4,610 -4.3%$516,800 -10%
      2014$4,818 -0.9%$574,300 +0.1%
      2013$4,863 -0.3%$573,500 -5.8%
      2012$4,878 +2.2%$609,000 -4.1%
      2011$4,774 +9.4%$634,900 -4.4%
      2010$4,364 +7%$664,300 -2.6%
      2009$4,078 +1.8%$681,900 -6.5%
      2008$4,004 +8%$729,300 +10.7%
      2007$3,708 +7.7%$658,600 -0.5%
      2006$3,442 +2%$661,900 +15%
      2005$3,374 +18.2%$575,700 +63.1%
      2004$2,855 +4.7%$352,900
      2003$2,728 +5.6%$352,900
      2002$2,583 +4%$352,900 +89.9%
      2000$2,484 $185,800

      Find assessor info on the county website

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        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 02568

        Getting around

        12 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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